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For sale · MLS® W13224014

16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9

Caledon, ON L7K 1H9

$4,200,000Property tax (2026): $4,145.22 / year
158 Days on MLS5 Bedrooms3 BathroomsDetached2500-3000 Size1,006.41 ft × 597 ft Lot dimensions10-24.99 acres (reported range) Lot sizeVirtual tour ↗
Quick cost estimateKnown monthly subtotal$19,887.36 / monthLand transfer tax $91,475One-time estimate
PLANNING ESTIMATE

Quick cost estimate

$19,887.36 / month

Known monthly subtotal

Mortgage principal & interest
$19,541.93
Property tax / month
$345.44
Maintenance / month
Period / amount not reported

Assumes 20% down, 5% annual interest and 25-year amortization. Illustrative rate, not a current quote.

Unknown expenses excluded. Mortgage insurance and closing costs are excluded; add insurance and utilities in the assumptions.

Land transfer tax · one time

Transfer tax total
$91,475

Before rebates, surcharges and fees. Not part of the monthly subtotal.

Tax assumptions & breakdown

Toronto municipal land transfer tax does not apply to this listing outside the City of Toronto.

Ontario tax
$91,475
Toronto municipal tax
$0

Current purchase scenario, before rebates, foreign-buyer taxes and fees. Confirm residence classification. Not historical tax paid; excluded from the monthly subtotal.

Ontario rates · Toronto rates (April 2026)

Eligible first-time purchasers may qualify for an Ontario land transfer tax refund of up to $4,000. Toronto buyers may also qualify for a separate municipal rebate of up to $4,475. Eligibility varies and these maximums are not guaranteed savings. See official eligibility links and details.

Adjust cost assumptions ↓ · Closing-cost tools

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About this home

A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.

Home details

Days on market
Not reported
Property type
Detached
MLS® number
W13224014
Source status
Price Change
Bedrooms
5
Bathrooms
3
Postal code
L7K 1H9
Kitchens
2
Kitchens above grade
1
Kitchens below grade
1
Family room / den
Yes
Interior size (reported range)
2500-3000
Lot size
10-24.99 acres (reported range)
Lot depth
597 ft
Garage parking spaces
Not reported
Total parking spaces
25
Occupancy
Owner
Possession type
Flexible
Garage
Detached
Annual property tax
4145.22
Basement
Partially Finished, Partial Basement
Interior features
In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial
Architectural style
2-Storey
Parking features
Private
Pool features
Inground
Fireplace
Yes
Waterfront
No
Garage available
Yes
Heating system
Forced Air
Heating fuel
Propane
Cooling
Wall Unit(s)
Water source
Drilled Well
Sewer
Septic
Direction facing
East
Construction materials
Brick, Wood
Roof
Shingles
Foundation
Stone
MLS entry age (not confirmed DOM)
158 days

These details come from the listing source. Please confirm measurements and fees before making a decision.

Utilities and services

Water source
Drilled Well
Sewer
Septic
Heating system
Forced Air
Heating fuel
Propane
Cooling
Wall Unit(s)

A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.

Rooms & virtual tours

Room measurements

Room measurement units

Loading source-reported room dimensions…

Converted measurements are approximate. Levels and dimensions are shown only when supplied.

Bedrooms above grade
4
Bedrooms below grade
1
Rooms above grade
11
Total rooms (source)
8
Den / family room reported
Yes

Reported counts are shown independently. Room dimensions have not been inferred from these counts.

Ask the listing brokerage for floor plans and measured room layouts.

PARTIAL SOURCE RECORD

Listing dates & price record

Asking amount
$4,200,000
  1. Original MLS entry

    Entry into the source MLS system; distinct from days on market.

Coverage varies by listing. Dates are source-reported calendar dates; only the latest reported asking-price change is shown. This is a partial record.

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Nearby homes sold near 16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9, Caledon

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Estimate monthly costs

Adjust the assumptions for your own scenario. Blank expenses are unknown; enter them for a fuller estimate.

Enter assumptions

Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.

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Map and neighbourhood

Region / county
PEEL
Municipality
CALEDON
MLS® community
Rural Caledon
See homes for sale in Caledon →
PLAN YOUR ROUTE

Plan a trip from this home

Check a route from this property to work, school or another destination. Google Maps provides the current estimate when opened; traffic and departure time affect results.

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Around this property

Schools, transit & everyday places

Published local sources. Distances are approximate straight-line distances, not walking routes.

Nearby publicly funded schools

Within 5 km · approximate straight-line distances, not walking routes or attendance eligibility.

School year 2024-2025 · Preliminary · publisher extract 2026-09-14.

1.3 km

Belfountain Public School ↗

Elementary · JK-6 · English · Public

School board: Peel DSB ↗

17247 Shaw's Creek Rd, Belfountain

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
61%
Grade 3 Writing (at provincial standard)
57%
Grade 3 Mathematics (at provincial standard)
68%
Grade 6 Reading (at provincial standard)
90%
Grade 6 Writing (at provincial standard)
86%
Grade 6 Mathematics (at provincial standard)
62%
2.9 km

Erin District High School ↗

Secondary · 9-12 · English · Public

School board: Upper Grand DSB ↗

14 Boland Dr, Erin

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 9 Mathematics (at provincial standard)
61%
Grade 10 OSSLT (first-attempt pass)
97%
3.0 km

Erin Public School ↗

Elementary · JK-8 · English · Public

School board: Upper Grand DSB ↗

185 Daniel St, Erin

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
88%
Grade 3 Writing (at provincial standard)
60%
Grade 3 Mathematics (at provincial standard)
52%
Grade 6 Reading (at provincial standard)
79%
Grade 6 Writing (at provincial standard)
89%
Grade 6 Mathematics (at provincial standard)
32%

Confirm programs and attendance with the school board. Private schools and verified catchment boundaries are not included. Contains information licensed under the Open Government Licence – Ontario. Ministry source.

Transit near this property

No current nearby stops were returned by the installed TTC, GO Transit and UP Express datasets. Coverage and service dates vary; distances and travel times are not inferred.

EVERYDAY DESTINATIONS

Nearby amenities

Mapped places within 2.0 km. Distances are straight-line estimates to map points or area centres.

© OpenStreetMap contributors · ODbL · Download this open dataset

Coverage & map information

Map snapshot: 2026-11-02T15:25:06Z. This is a rectangular GTA-area extract with partial regional coverage. Data may be incomplete near its edges. Places and categories are community mapped; opening status, entrances and service availability are not verified. Matching point/area entries with the same name within 25 metres are paired for display using the point location; the downloadable dataset retains every original map record. Other duplicates may remain. No walking routes, travel times or walking score are inferred.

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Similar homes for sale in Caledon

Current public IDX listings in the same city and transaction type. These are alternatives to explore, not sold comparables or an appraisal.

Property questions

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Are the measurements and features independently verified?

Measurements, lot details and features are displayed as reported by the listing source or a named public dataset. Missing facts are not inferred. Confirm material details with the listing brokerage.

What do nearby school, transit and shop results mean?

They are nearby records from the displayed source datasets. Distances are approximate straight-line distances; school catchment eligibility, ratings, walking routes, hours and live transit service are not inferred.

Can I see sold prices for nearby properties?

Sold and leased comparable records are shown only to approved VOW users where the source permits display. Sign in or request VOW access if prompted.

How should I use the monthly cost estimate?

It is a planning estimate based on the visible assumptions and reported property figures. It is not a lender quote, tax assessment, legal opinion or mortgage approval.

Home and neighbourhood overview

16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9, Caledon is listed for sale as a Detached. The listing reports 5 bedrooms, 3 bathrooms, reported interior area of 2500-3000 (units not reported), kitchens reported as 2, parking spaces reported as 25, lot size reported as 10-24.99 acres (reported range). Asking price: $4,200,000. Occupancy is reported as Owner. Review the Home details, room measurements and utility sections below to compare reported specifications; confirm important details with the listing brokerage. MLS® W13224014.

The Ministry’s school dataset lists Belfountain Public School approximately 1.3 km from the property’s mapped location. OpenStreetMap shows nearby mapped places including Foresters Park (1.4 km) and The Belfountain Café (2.0 km).

Local context

The Ministry’s school dataset lists Belfountain Public School approximately 1.3 km from the property’s mapped location.

OpenStreetMap shows nearby mapped places including Foresters Park (1.4 km) and The Belfountain Café (2.0 km).

Sources & distance notes

Distances are approximate straight-line estimates to mapped points or area centres. School proximity does not establish attendance eligibility.

© OpenStreetMap contributors · ODbL

Explore the area: Caledon · Rural Caledon.

This overview uses facts reported by the listing and named local sources. Please confirm details with the listing brokerage.

Listing brokerage: ROYAL LEPAGE RCR REALTY. Displayed by EnterHome Realty. Source: authorized IDX record, MLS® W13224014. Information deemed reliable but not guaranteed.

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Property at 16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9